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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1976700Generated: November 1, 2026

Triethylamine → HCID 15907678, compound

https://huagongshe.com/reaction/1976700

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantPyBOPHCID 2724699—
Reactant(S)-2-[3-(2-Benzyloxy-1-methylethyl)-2-(3,5-dimethyl-phenyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-2-methylpropanoic acidHCID 15887219—
Reactant7-Azabicyclo[2.2.1]heptane hydrochlorideHCID 16279503—
ReactantSodium chloride dihydrateHCID 23713072—
SolventDichloromethaneHCID 6344—
ProductHCID 15907678HCID 1590767894.4%

Reaction Steps

PyBOP (1.51 g, 2.89 mmol) was added to a stirred mixture of the crude (S)-2-[3-(2-benzyloxy-1-methylethyl)-2-(3,5-dimethylphenyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-2-methylpropanoic acid (1.20 g, 2.63 mmol), 7-azabicyclo[2.2.1]heptane hydrochloride (0.70 g, 5.26 mmol) and triethylamine (1.47 mL, 10.5 mmol) in dichloromethane (26 mL) at ambient temperature. After approximately 12h, the reaction mixture was poured into water/brine (1:1) and extracted with ethyl acetate (x3). The combined organic extract was washed with brine, dried (MgSO4) and concentrated in vacuo. The residue was purified by flash chromatography on silica gel (gradient eluton; 60-75% ethyl acetatethexanes as eluent) to give the title compound as a foam (1.33 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06228867B1
Source datasetuspto-grants-2001_05
ORD IDord-adb096e7f5d046bcba1b1ba39f6ec5ff
Source noteuspto-grants-2001_05